{(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester
• CAS No.: 135430-22-7
• Molecular Formula: C₃₁H₂₈N₄O₄S
• Molecular Weight: 552.654

Synonyms:{(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester

Chemical Property of {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester

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Technology Process of {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester

There total 3 articles about {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-Cbz-L-Phe (1161-13-3) → {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester (135430-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCL₂ / hexamethylphosphoric acid triamide; acetonitrile / 0.25 h / -5 - 0 °C

2: hexamethylphosphoric acid triamide; acetonitrile / 4 h / Ambient temperature

With thionyl chloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile;

DOI:10.1016/0223-5234(91)90024-H

Reference yield:

2-amino-benzenethiol (137-07-5) → {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester (135430-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / ethanol / 1 h / Heating

2: hexamethylphosphoric acid triamide; acetonitrile / 4 h / Ambient temperature

In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; acetonitrile;

DOI:10.1016/0223-5234(91)90024-H

Reference yield:

N-benzyloxycarbonyl-L-phenylalanyl chloride (52641-32-4) + 2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine (112903-29-4) → {(S)-1-[2-(5-Methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester (135430-22-7)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile; for 4h; Ambient temperature;

DOI:10.1016/0223-5234(91)90024-H

upstream raw materials:

N-benzyloxycarbonyl-L-phenylalanyl chloride

2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine

N-Cbz-L-Phe

2-amino-benzenethiol

Downstream raw materials:

(S)-2-Amino-N-[2-(5-methoxy-1H-benzoimidazole-2-sulfinyl)-phenyl]-3-phenyl-propionamide

(S)-2-Amino-N-[2-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-phenyl]-3-phenyl-propionamide

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